look up any word, like oprah dollars:
 
1.
A lyrical genius, one of the best white rappers in the game.. Even though he is unsigned, he's getting himself out there and his buzz is only starting to get bigger. His fans are known as ninjas and he cares about them a lot. He's been rapping since 6th grade, 21 years old now. His flows are crazy and his voice is raspy. I know every fan says this about their favorite rapper, but Webby.. He's not like every other rapper, yeah in some songs he raps about sex,drugs, and alcohol. But most of his songs are about his struggle and his life. Serious shit.
Guy#1: " Yo, did you go to that Chris Webby concert this weekend?"
Guy#2: "Na, was it fun?"
Guy#1: "HELL YEAH, he sang "la,la,la" and signed mad dollar bills."
by webby fan July 07, 2011
 
2.
An extremly ill yet extremly white rapper who raps about the following :

Sex
Weed
Sex
Pot
Getting Drunk
sex
ganja
marry jane
hydro
himself
How "nice" he is
sex
chronic
intercorse
Canibis
Conneticut
more sex and weed
and 1 song about a crazy girlfreind who gave great sex.
guy # 1 "yo you know dat extremly ill rapper chris webby"

Guy # 2 "no never herd of him, he must not be sighned"

Guy # 1 "he isnt, he only raps about sex and weed'

Guy # 2 " sounds like every white boy from CT must have them on their ipods!"
by Boarderlinechriswebbyfan1 June 20, 2010
 
3.
He's a kid who went to Hofstra and rapped for everybody at Dizzy Lizard's. It was funny back then, and hey, give the kid credit for success, but he's going to turn 30 and realize... what the hell am I doing with my life.
Me Yo man... remember when we got penny beers at Dizzy's and Chris Webby rapped for us.

You Yeah that was hilarious. No one took it seriously, but now he's kind of a big deal.

Me I know... my sister who's in middle school asked me if I knew him.
by Kid's a joke October 15, 2012